Charlestown

Courageous Sailing is headquartered on Pier 4 in the Charlestown Navy Yard, close to the Constitution and the Constitution Museum. Our boathouse is accessible by foot, car, bike, ferry, and public transit. We sail in Boston’s inner and outer harbor.

Hours of Operation

May 1st - October 31st

Courageous may suspend operations or close early due to a weather event. Check our Facebook Page or follow us on Twitter for updates.

Availability

Boats are usually available anytime you feel like sailing. But there are some limitations, as well as some times when it’s good to make a reservation in advance. On weekends during the season, it’s usually best to call ahead, especially for a J/22. Also, on weekdays during July and August, our youth program uses a majority of the Rhodes 19 fleet before 3:30pm. Even so, with a reservation, we can usually secure you a boat anytime after 12pm during these months. Members may reserve a boat online or call us at 617-242-3821 to check availability and reserve a boat.

Jamaica Pond

Courageous is pleased to offer youth and adult programming on Jamaica Pond in cooperation with the Boston Department of Parks & Recreation. In addition to sailing lessons and rentals, rowboats and kayaks rentals are also available. For news and updates, follow Jamaica Pond on Facebook.

Hours of Operation

Patriots Day Weekend - October 31st

Courageous at Jamaica Pond may suspend operations or close early due to a weather event. Check our Facebook Page for updates.

Availability

Boats may be rented whenever the Youth Program is not active. The Youth Program will run Monday - Friday, 9am to 3:45pm in July and August. On weekends during the season, it’s usually best to call ahead.

Rates

Rowboat rentals are $10 per hour ($5 per hour with a fishing license).

Kayak rentals are $12 per hour.

Sailboat rentals are $15 per hour.

Private sailing lessons are $45 per hour. Lessons must be scheduled at least one week in advance with the Boathouse